Lily Yang, CFO of Strava, shares her expertise on the evolution of the platform from a cycling hub to a diverse fitness community with over 135 million users. She discusses Strava's innovative subscription model and the impact of brand partnerships, such as with Chipotle, on revenue growth. The conversation also covers retention strategies for subscription-based businesses, insights on gamification in fitness, and the significance of user achievements. Additionally, Lily reflects on her career challenges in finance, offering wisdom for aspiring professionals.